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907278

Sigma-Aldrich

H-L-Photo-leucine HCl

≥98%

Sinónimos:

(S)-2-Amino-3-(3-methyl-3H-diazirin-3-yl)propanoic acid hydrochloride, (S)-2-Amino-3-(3H-diazirin-3-yl)butanoic acid hydrochloride, Diazirine amino acid, Photo-Leu, Photo-crosslinking amino acid, Photoprobe building block

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About This Item

Fórmula empírica (notación de Hill):
C5H10ClN3O2
Peso molecular:
179.60
Código UNSPSC:
12352209

Ensayo

≥98%

Formulario

solid

idoneidad de la reacción

reaction type: solution phase peptide synthesis

disponibilidad

available only in USA

aplicaciones

peptide synthesis

temp. de almacenamiento

−20°C

Aplicación

H-L-Photo-leucine HCl is a diazirine-containing leucine amino acid and multifunctional photo-crosslinker. Its incorporation into peptides or small-molecule probes and tools allows for photoaffinity labeling of cellular targets and protein-protein interactions upon UV light (∼360 nm) irradiation to form a covalent bond. This and other multifunctional probe building blocks will continue to accelerate drug discovery research for probing cellular mechanisms, target ID/validation, and understanding traditionally undruggable targets. An Fmoc-protected version is also available as 907391.

Otras notas

Development, optimization, and structural characterization of an efficient peptide-based photoaffinity cross-linking reaction
for generation of homogeneous conjugates from wild-type antibodies

Mechanistic studies of a small-molecule modulator of SMN2 splicing

Protein-Polymer Conjugation via Ligand Affinity and Photoactivation of Glutathione S-Transferase

Direct Interaction between an Allosteric Agonist Pepducin and the Chemokine Receptor CXCR4

Photo-leucine and photo-methionine allow identification of protein-?protein interactions in living cells

Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis

Photo-affinity labeling (PAL) in chemical proteomics: a handy tool to investigate protein-protein interactions (PPIs)

Producto relacionado

Referencia del producto
Descripción
Precios

907294

Fmoc-L-Photo-Phe-OH, ≥95%

907324

Fmoc-L-photo-proline, ≥95%

907251

H-L-Photo-lysine HCl, ≥98%

907286

H-L-Photo-Proline hydrochloride, ≥95%

907340

H-L-Photo-Phe-OH, ≥98%

907367

Fmoc-L-photo-methionine, ≥95%

907375

H-L-Photo-methionine HCl, ≥95%

907383

Fmoc-L-Photo-Lysine, ≥95%

907391

Fmoc-L-photo-leucine, ≥98%

Pictogramas

Flame
GHS02

Palabra de señalización

Danger

Frases de peligro

H242

Clasificaciones de peligro

Self-react. C

Código de clase de almacenamiento

5.2 - Organic peroxides and self-reacting hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

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Certificados de análisis (COA)

Lot/Batch Number

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Sigma-Aldrich

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Yuan Gao et al.
Chemical communications (Cambridge, England), 48(67), 8404-8406 (2012-07-18)
Here we report the first example of the use of supramolecular hydrogels to discover the protein targets of aggregates of small molecules.
Chanelle C Jumper et al.
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Carbene chemistry has been used recently in structural mass spectrometry as a labeling method for mapping protein surfaces. The current study presents a method for quantitating label distribution at the amino acid level and explores the nature and basis for
Lavanya K Iyer et al.
Molecular pharmaceutics, 10(12), 4629-4639 (2013-10-16)
Local side-chain interactions in lyophilized protein formulations were mapped using solid-state photolytic labeling-mass spectrometry (ssPL-MS). Photoactive amino acid analogues (PAAs) were used as probes and either added to the lyophilized matrix or incorporated within the amino acid sequence of a
Chanelle C Jumper et al.
Analytical chemistry, 83(8), 2913-2920 (2011-03-24)
We report a protein labeling method using nonselective carbene reactions of sufficiently high efficiency to permit detection by mass spectrometric methods. The approach uses a diazirine-modified amino acid (l-2-amino-4,4'-azipentanoic acid, "photoleucine") as a label source, which is converted to a
Andrew L MacKinnon et al.
Journal of the American Chemical Society, 129(47), 14560-14561 (2007-11-07)
Photoaffinity labeling is a powerful tool to identify protein targets of biologically active small molecules, yet is often limited by the size, chemical properties, and availability of photoreactive groups. We report an improved synthesis of photo-leucine, a diazirine-based photoreactive analogue
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